Trifluoroacetic acid → HCID 131718065, compound

Participants

Reaction Steps

709 mg (0.558 mmol) of 4-methoxybenzyl 7β-[(Z)-2-(2-tritylamino-4-thiazolyl)-2-[[(R S)-(diphenylmethoxy carbonyl)(3,4-diacetoxyphenyl)methoxyl]imino]acetamido]-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboylate was dissolved in 7 ml of methylene chloride and 2.8 ml of anisole and then 11.2 ml of trifluoroacetic acid was added under and then 11.2 ml of trifluoroacetic acid was added under ice-cooling and the reaction was performed for 90 min. Methylene chloride and trifluoroacetic acid were evaporated under the reduced pressure and the resultant residue was powdered with ethyl ether-hexane(1:1). The powder collected by filtration was further dissolved in 40 ml of trifluoroacetic acid under ice-cooling and then 10 ml of water was added and the reaction was performed for 2.5 hrs. at the room temperature. Trifluoroacetic acid and water were evaporated under the reduced pressure and to the resultant residue was added ethyl ether to powder and collected by filtration to give 298 mg of 7β -[(Z)-2-(2-amino-4-thiazolyl)-2[[(R S)-carboxy)(3,4-diacetoxyphenyl)methoxy]imino]acetamido]-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid trifluoroacetate.

Provenance & Evidence